Category: 96606-37-0

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, A new synthetic method of this compound is introduced below., name: 2,4,6-Trifluorobenzonitrile

NaH (60% in mineral oil, 1.21g, 30.3 mmol) was added in one portion to (E)-2-Buten-1-ol (1.62g, 20 mmol) in 20 ml THF with cooling from an ice water bath. The mixture was stirred for 10 min, then added dropwise to 2,4,6-trifluorobenzonitrile (3.2 g, 20 mmol) in 20ml THF, with cooling from an ice bath. The solution was stirred at room temperature for 4 hours, then quenched with acetic acid. This solution was dried onto silica gel and purified by normal phase chromatography using an ISCO Combiflash, eluted with ethyl acetate and hexane. Yield (3.2g, 80% yield). 1H NMR (300 MHz, CDCl3) delta 6.53(m, 2H) 5.93(m, 1H) 5.73(m, 1H) 4.60(m, 2H) 1.81(d, J=6Hz, 3H). LC/MS, 210.2 [M+H]+ calculated 210.2

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; CIDARA THERAPEUTICS, INC.; BALKOVEC, James, Michael; BENSEN, Daniel, C.; BORCHARDT, Allen; BRADY, Thomas, Patrick; CHEN, Zhi-yong; LAM, Thanh; TARI, Leslie, W.; (204 pag.)WO2016/201219; (2016); A1;,
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Electric Literature of 96606-37-0, These common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In analogy to GP 2, 1 g of 2,4,6-trifluoro-benzonitrile (6.37 mmol; 1 eq.; commercially available) and 2.26 g 2-fluoro-4-iodo-benzenamine (9.55 mmol, 1.5 eq; commercially available) were dissolved in 100 ml of THF. The mixture was cooled to -65 C; 2.14 g of potassium tert-butoxide (19.1 mmol, 3 eq; commercially available) were added. The mixture was stirred for 35 min at this temperature and another 21 h at RT. The mixture was stirred into 120 ml of ice water and extracted three times with ethyl acetate (100 ml each). The combined organic layers were washed with brine, dryed over sodium sulfate and concentrated to afford 4.137 g of crude product. Purification was achieved by flash chromatography (hexane/ethyl acetate) to afford 646 mg (27.13% yield; 1.73 mmol) of the target compound.

The synthetic route of 96606-37-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE AG; WO2008/138639; (2008); A1;,
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Electric Literature of 96606-37-0,Some common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, molecular formula is C7H2F3N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In analogy to GP1a, 5 g of 2,4,6-trifluorobenzonitrile (31.83 mmol, 1 eq; commercially available) and 4.45 ml of 2-((R)-2,2-Dimethyl-[1 ,3]dioxolan-4-yl)-ethanol (31.83 mmol, 1 eq; commercially available) were dissolved in 150 ml of THF, treated with 2.78 g sodium hydride (62.66 mmol; 2 eq.) and stirred at rt for 2 h. The reaction mixture was poured onto 50 ml of water and extracted three times with 100 ml of ethyl acetate each. The organic layer was washed twice with brine, dryed over sodium sulfate, filtered off to afford 5.21 g (57.79% yield, 18.39 mmol) of the desired product.1H-NMR (dbeta-DMSO; 300 MHz): 6.52 – 6.57 (m, 2 H); 4.30 – 4.36 (m, 1 H); 4.10 – 4.23 (m, 3 H); 3.67 (dd, 1 H); 2.11 – 2.20 (m, 1 H); 2.00 – 2.08 (m, 1 H); 1.42 (s, 3 H); 1.35 (s, 3 H).MS (ESI): [M+H]+ = 284.

The synthetic route of 96606-37-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE AG; WO2008/138639; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 96606-37-0,Some common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, molecular formula is C7H2F3N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In one embodiment,The 6 mmol of the second reactant was dissolved in 15 ml to 25 ml of the first solvent tetrahydrofuran, and then 0.5 mmol to 2 mmol of the first additive sodium hydride was slowly added.The reaction is carried out for 20-50 minutes under room temperature conditions and under nitrogen.Then 2 second of the first reactant was added to continue the reaction for 12 hours.A mixture comprising the electroluminescent material is obtained.The mixture of the electroluminescent material is cooled to room temperature and poured into distilled water.Extraction with a second extraction solvent, and then washing with a second detergent,Drying with a second desiccant, and then performing chromatography,Obtaining a second crude product, and then eluting with a second eluent to obtain the electroluminescent material, wherein the electroluminescent material is a white solid,The yield was 54%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6-Trifluorobenzonitrile, its application will become more common.

Reference:
Patent; Wuhan Hua Xing Optoelectric Semiconductor Display Co., Ltd.; Jing Xiaofang; (40 pag.)CN110229094; (2019); A;,
Nitrile – Wikipedia,
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Application of 96606-37-0, The chemical industry reduces the impact on the environment during synthesis 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, I believe this compound will play a more active role in future production and life.

2,4,6-trifluorobenzonitrile (0.25g, 1.6mmol), potassium carbonate (0.99g, 7.2mmol), 2-phenylbenzimidazole (1.02g, 5.2mmol), DMSO 8ml , 150 heated to reflux 12h.Cooling to room temperature the precipitated solid was poured into 200ml of water was stirred 0.5h, filtered off with suction to give a white solid, purified by column chromatography to give a white solid 0.95g, 88% yield

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,4,6-Trifluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Technology; TAO, YOU TIAN; WANG, FANG FANG; TANG, CHAO; HUANG, WEI; (6 pag.)CN104610162; (2016); B;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H2F3N

In one embodiment,The 6 mmol of the second reactant was dissolved in 15 ml to 25 ml of the first solvent tetrahydrofuran, and then 0.5 mmol to 2 mmol of the first additive sodium hydride was slowly added.The reaction is carried out for 20-50 minutes under room temperature conditions and under nitrogen.Then add 2 mmol of the first reactant and continue the reaction for 12 hoursTo obtain a mixture including the electroluminescent material.The mixture of the electroluminescent material is cooled to room temperature and poured into distilled water.Extraction with a first extraction solvent, and then washing with a first detergent,Drying with a first desiccant, and then performing chromatography,Obtain the first crude product, and then use the first eluent to obtain the electroluminescent material, and the electroluminescent material is a white solid,The yield was 64%.

According to the analysis of related databases, 96606-37-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 96606-37-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 96606-37-0 as follows.

2,4,6-trifluorobenzonitrile (100 mg, 64 mmol), phenol (120 mg, 1.2 mmol) and potassium carbonate (87 mg, 64 mmol) were irradiated in the microwave in NMP (3 mL) at 120C for 10 minutes at which point LCMS indicated that the reaction was complete. Guanidine carbonate (231 mg, 1.91 mmol) was added and the reaction irradiated in the microwave at 150C for 15 minutes. The mixture was cooled and purified directly by reversed phase HPLC (15 to 95% ACN in DI water containing 0.1% TFA: 15 minute gradient). The pure fractions were pooled and concentrated to afford the product as an off white solid.135 mg, 61% yield, 2 steps.1H-NMR (300 MHz, DMSO d6) delta 12.68 (s, 1H), 8.93 (s, 1H), 8.40 (bs, 2H), 7.54-7.43 (m, 6H), 7.37-7.28 (m, 2H), 7.15 (d, 2H, J=7.2 Hz), 6.42 (s, 1H), 6.01 (s, 1H). LC/MS [M+H]+ 345.4.

According to the analysis of related databases, 96606-37-0, the application of this compound in the production field has become more and more popular.

Related Products of 96606-37-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 96606-37-0 as follows.

Example 7: Synthesis OF 3-AMINO-4-ETHOXY-6- (4-HYDROXY-PIPERIDIN-1-YL)- benzo [B] THIOPHENE-2-CARBOXYLIC acid amide To a solution of 1.0 g (6.4 mmol) of 2, 4,6-trifluorobenzonitrile in MEOH (35 mL) was added 0.65 g (6.4 mmol) of 4-hydroxypiperidine and 1.2 mL (6.7 mmol) OFF, N diiisopropylethylamine. The mixture was heated to 65 C FOR 4 h then cooled to room temperature and concentrated under reduced pressure. The residue was purified by flash silica gel chromatography to provide 0.325 g (21 %) OF 2, 6-DIFLUORO-4- (4-HYDROXY- PIPERIDIN-L-YL)-BENZONITRILE as a white solid.

According to the analysis of related databases, 96606-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/12283; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 96606-37-0,Some common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, molecular formula is C7H2F3N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Trimethylaluminium (2M solution in toluene, 4.69 ml) was added to a stirred solution of 6-chloro-2,3-methylenedioxyaniline (1.07 g) in toluene (10 ml) and the resultant solution was stirred at ambient temperature for 15 minutes. A solution of 2,4,6-trifluorobenzonitrile (0.98 g) in toluene (10 ml) was added dropwise and the resultant mixture was stirred at ambient temperature for 10 minutes and then heated to 900C for 3 hours. The reaction mixture was cooled to ambient temperature and stirred for 16 hours. The reaction mixture was washed with water (20 ml). The organic solution was extracted with 10% aqueous citric . acid solution. The aqueous solution was basified with 2M aqueous sodium hydroxide and extracted with methylene chloride (50 ml). The organic solution was dried over magnesium sulphate and evaporated. There was thus obtained ^-(-chloro^S-methylenedioxyphenyi)- 2,4,6-trifluorobenzamidine (0.92 g).Formamidine acetic acid salt (0.185 g) was added to a stirred solution of ./^-(-chloro- 2,3-methylenedioxyphenyl)-2,4,6-trifluorobenzamidine (0.204 g) in toluene (5 ml) and the reaction mixture was heated to reflux for 16 hours. A second portion (0.185 g) of formamidine acetic acid salt was added and the reaction mixture was heated to reflux for a further 16 hours. Triethylamine (0.25 ml) was added and the reaction mixture was heated to reflux for a further 3 days. The resultant reaction mixture was cooled to ambient temperature and partitioned between methylene chloride (25 ml) and a saturated aqueous sodium bicarbonate solution (25 ml). The organic solution was washed with 10% aqueous citric acid (25 ml), dried over magnesium sulphate and evaporated. The resultant oil was purified by column chromatography on silica gel using increasingly polar mixtures of isohexane and ethyl acetate as eluent. There was thus obtained 4-(6-chloro-2,3-methylenedioxyanilino)- 5,7-difluoroquinazoline (0.068 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6-Trifluorobenzonitrile, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64217; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 96606-37-0

a) To a solution of 2,4,6-trifluurobenzonitrile (1) (5g, 31.8 mmol, 1 eq.) in 50 mL of ethanol heated to 60C, was added hydrazine hydrate (50-60% solution) (3.4g, 63.6 mmol, ~2 eq.). ETpon consumption of 1 (monitored using TLC), the solvent was evaporated from the reaction mixture under vacuum. To the remaining white semisolid mass was added 50 mL water and the organic mass was extracted with ethyl acetate (3 X 50mL). The combined organic fractions were combined and washed with brine (100 mL). The organic fraction was separated and dried over sodium sulfate. Subsequently, evaporation of the organic layer provided ~6.5 g of white mixture that was utilized in the next reaction without further purification The above obtained crude product (6g, 35.5 mmol, 1 eq.) was suspended in lOOmL ethanol in a 250mL capacity sealed reaction vessel. 2-acetyldimedone (16. lg, 88.75 mmol, 2.5 eq), an orange colored oil, was subsequently added to the reaction vessel which was sealed and heated to l00C for 6 hr. The reaction vessel was allowed to cool to rt, ethanol was removed in vacuo, and the remaining mass was extracted with ethyl acetate (3X 100 mL) and water (200 mL). Organic layers were combined and washed with 100 mL water. Separated organic layer was dried using sodium sulfate and adsorbed onto silica, and purified using columnchromatography (S1O2, 3 :2 hexanes/ethyl acetate) to afford 2,6-difluoro-4-(3,6,6-trimethyl-4- oxo-4,5,6,7-tetrahydro-lH-indazol-l-yl)benzonitrile (2) (5.8 g, 52%) as light-yellow solid. 1H NMR (500 MHz, Chloroform-d) d 7.39 – 7.33 (m, 2H), 2.91 (s, 2H), 2.55 (s, 3H), 2.45 (s, 2H), 1.17 (s, 6H). 13C NMR (126 MHz, Chloroform-d) d 192.9, 164.5 (d, J = 6.5 Hz), 162.5 (d, J = 6.4 Hz), 151.8, 149.4, 144.5 – 144.1 (m), 118.8, 108.5, 106.2 (d, J = 4. l Hz), 106.0 (d, J = 3.9 Hz), 99.9, 52.0, 38.0, 36.0, 28.4 (2), 13.3. HRMS (ESI) m/z [M+H] calculated for C17H16F2N3O, 316.1261, found 316.1237.

According to the analysis of related databases, 96606-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; BLAGG, Brian; SANKET, Mishra; (0 pag.)WO2019/232223; (2019); A1;,
Nitrile – Wikipedia,
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